Skip to main content
SpringerLink
Log in

Electron Transfer Chemiluminescence

  • Chapter
Chemiluminescence in Organic Chemistry

Part of the book series: Reactivity and Structure: Concepts in Organic Chemistry ((REACTIVITY,volume 23))

Abstract

Although there are many components in a mechanistic description of a chemiluminescent reaction, the heart of the matter is the actual excitation step. Several such steps have been identified. Some are molecular in character e. g. the decomposition of dioxetans and some are intermolecular electron transfer steps. There is an intermediate class in which the step can be formulated as an intiramolecular electron transfer. Many luminescent reactions have been ascribed to this category with varying degrees of confidence. Cyclic hydrazides such as luminol belong rather uncertainly here. Electron rich dioxetans and dioxetanones and the luciferins with such intermediates on the pathway are a little more reasonably assigned to an intramolecular electron transfer mechanism. Even here however caution is required in that direct evidence for discrete electron transfer will by its very nature be almost impossible to obtain and will probably remain circumstantial.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution
eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Hercules, D. M., in Physical Methods of Organic Chemistry, Part II, p. 257, Weissberger, A. and Rossiter, B. (Eds.), Academic Press, New York 1971

    Google Scholar 

  2. Gundermann, K.-D., Chemilumineszenz organischer Verbindungen, p. 120, Springer-Verlag, Berlin 1968

    Google Scholar 

  3. Faulkner, L. R., Int. Rev., Sci.: Phys. Chem. Ser. 2, 213 (1976)

    Google Scholar 

  4. Faulkner, L. R., in Methods in Enzymology, 2 VII, DeLuca, M. (ed.), 404

    Google Scholar 

  5. Chandross, E. A. and Sonntag, F. I., J. Amer. Chem. Soc. 86, 5350 (1964)

    Article  Google Scholar 

  6. Hoytink, G. J., Discuss. Farad. Soc. 45, 14 (1968)

    Article  Google Scholar 

  7. Maricle, D. L. and Maurer, A., J. Amer. Chem. Soc. 89, 189 (1967)

    Article  Google Scholar 

  8. Maloy, J. T., Prater, K. B. and Bard, A. J., ibid. 93, 5959 (1971)

    CAS  Google Scholar 

  9. Frumkin, A.N., Nekrasov, L., Levich, V. G. and Ivanov, Y. B., J. Electroanal. Chem.1, 84 (1959)

    Article  Google Scholar 

  10. Maloy, J. T. and Bard, A. J., J. Amer. Chem. Soc. 93, 5968 (1971)

    Article  CAS  Google Scholar 

  11. Zweig, A., Maurer, A. H. and Roberts, B. G., J. Org. Chem. 32, 1322 (1967)

    Article  CAS  Google Scholar 

  12. Weiler, A. and Zachariasse, K., Chem. Phys. Lett. 10, 424 (1971)

    Article  Google Scholar 

  13. Bard, A. J., Keszthelyi, C. P., Tachikawa, H. and Tokel, N. E., in: Cormier, M. J., Hercules, D. M. and Lee, J. (Eds.), Chemiluminescence and Bioluminescence, p. 193, Plenum Press, New York 1973

    Google Scholar 

  14. Bezman, R. and Faulkner, L. R., J. Amer. Chem. Soc. 94, 3699 (1972)

    Article  CAS  Google Scholar 

  15. Porter, G. and Wilkinson, F., Proc. Roy. Soc. (London), Ser. A.,264, 1 (1961)

    Article  CAS  Google Scholar 

  16. Freed, D. J. and Faulkner, L. R., J. Amer. Chem. Soc. 93, 2097 (1971)

    Article  Google Scholar 

  17. Haas, J. W. and Baird, J. E., Nature (London) 214, 1006 (1966)

    Article  Google Scholar 

  18. Bezman, R. and Faulkner, L. R., J. Amer. Chem. Soc. 95, 3083 (1973)

    Article  Google Scholar 

  19. Lytle, F. E. and Hercules, D. M., Photochem. Photobiol.13, 123 (1971)

    Article  Google Scholar 

  20. Tokel, N. F. and Bard, A. J., J. Amer. Chem. Soc. 94, 2862 (1972)

    Article  CAS  Google Scholar 

  21. Tokel-Takvoryan, N. E., Hemingway, R. E. and Bard, A. J., ibid. 95, 6852 (1973)

    Google Scholar 

  22. Rubinstein, I. and Bard, A. C., ibid. 103, 5007 (1981) and references cited

    CAS  Google Scholar 

  23. Oyama, N. and Anson, F. C., J. Electrochem. Soc.127, 247 (1980)

    Article  CAS  Google Scholar 

  24. Oyama, N., Shimomura, T., Shigehara, K. and Anson, F. C., J. Electroanal. Chem. 112, 271 (1980)

    Article  CAS  Google Scholar 

  25. Abruna, H. D. and Bard, A. J., J. Amer. Chem. Soc. 104, 2641 (1982)

    Article  CAS  Google Scholar 

  26. Schaper, H., Köstlin, H. and Schnedler, F., GIT Fachz. f. d. Lab. 26, 745 (1982)

    CAS  Google Scholar 

  27. Visco, R. E. and Chandross, E. A., J. Amer. Chem. Soc. 86, 5350 (1964)

    Article  CAS  Google Scholar 

  28. Hercules, D. M., Science 145, 808 (1964)

    Article  CAS  Google Scholar 

  29. Zachariasse, K. A., Thesis, Vrije Universiteit Amsterdam 1972

    Google Scholar 

  30. Martin, J. F., Hart, E. J., Adamson, A. W., Gafney, H. and Halpern, H., J. Amer. Chem. Soc. 94, 9238 (1972)

    Article  CAS  Google Scholar 

  31. Siegel, T. M. and Mark Jr., H. B., ibid: 94, 9020 (1972)

    CAS  Google Scholar 

  32. Leonhardt, H. and Weller, A., Ber. Bunsenges. Physik. Chem. 67, 791 (1963)

    CAS  Google Scholar 

  33. Potashnik, R., Goldschmidt, C. R., Ottolenghi, M. and Weller, A., J. Phys. Chem. 75, 1025 (1971)

    Article  Google Scholar 

  34. Schomberg, H., Staerk, H. and Weller, A., Chem. Phys. Lett. 21, 433 (1973)

    Article  Google Scholar 

  35. Weller, A. and Zachariasse, K., J. Chem. Phys. 46, 4984 (1967)

    Article  CAS  Google Scholar 

  36. Wallter, R. I., J. Amer. Chem. Soc. 77, 5999 (1955)

    Article  Google Scholar 

  37. Weller, A. and Zachariasse, K. A., Chem. Phys. Lett. 10, 590 (1971)

    Article  CAS  Google Scholar 

  38. Förster, F., Dissertation, Univ. Stuttgart 1971

    Google Scholar 

  39. Rapaport, F., Cass, M. W. and White, E. H., J. Amer. Chem. Soc. 94, 3168 (1972)

    Article  Google Scholar 

  40. Chandross, F. A. and Sonntag, F. I., ibid. 88, 1089 (1966)

    CAS  Google Scholar 

  41. Hercules, D. M. and Lytle, E. F., ibid. 88, 4745 (1966)

    CAS  Google Scholar 

  42. Lytle, F. E. and Hercules, D. M., ibid. 91, 253 (1969)

    CAS  Google Scholar 

  43. Abuin, E. and Lissi, E., Photochem. Photobiol.30, 59 (1979)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institut für Organische Chemie, Technische Universität Clausthal, D-3392, Clausthal-Zellerfeld, Germany

    Professor Dr. Karl-Dietrich Gundermann

  2. The School of Chemistry and Molecular Sciences, The University of Sussex, BN1 9QJ, Falmer, Brighton, UK

    Professor Frank McCapra

Authors
  1. Professor Dr. Karl-Dietrich Gundermann
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Professor Frank McCapra
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

Copyright information

© 1987 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Gundermann, KD., McCapra, F. (1987). Electron Transfer Chemiluminescence. In: Chemiluminescence in Organic Chemistry. Reactivity and Structure: Concepts in Organic Chemistry, vol 23. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-71645-4_11

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-71645-4_11

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-71647-8

  • Online ISBN: 978-3-642-71645-4

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation